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Atorvastatin

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Identification
Molecular formula
C33H35FN2O5
CAS number
134523-00-5
IUPAC name
tert-butyl N-[5-[[1-[(2-amino-1-benzyl-2-oxo-ethyl)carbamoyl]-3-methyl-butyl]amino]-1,4-dibenzyl-2-hydroxy-5-oxo-pentyl]carbamate
State
State

Atorvastatin is typically a solid at room temperature.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
870.00
Boiling point (Kelvin)
1 143.15
General information
Molecular weight
1001.20g/mol
Molar mass
1 001.1970g/mol
Density
1.2000g/cm3
Appearence

Atorvastatin typically appears as a white to off-white crystalline powder. It is practically insoluble in aqueous solutions of pH 4 and below. It is very slightly soluble in water, slightly soluble in ethanol, and freely soluble in methanol.

Comment on solubility

Solubility of tert-butyl N-[5-[[1-[(2-amino-1-benzyl-2-oxo-ethyl)carbamoyl]-3-methyl-butyl]amino]-1,4-dibenzyl-2-hydroxy-5-oxo-pentyl]carbamate

The solubility of a compound is a critical factor that dictates its applications and behavior in various environments. For the compound tert-butyl N-[5-[[1-[(2-amino-1-benzyl-2-oxo-ethyl)carbamoyl]-3-methyl-butyl]amino]-1,4-dibenzyl-2-hydroxy-5-oxo-pentyl]carbamate, represented by the chemical formula C33H35FN2O5, several aspects must be considered:

  • Molecular Structure: The structural components, including the bulky tert-butyl group and multiple aromatic rings, may influence the solubility.
  • Polarity: Despite containing hydrophilic functional groups such as hydroxyl (-OH) and carbamate moieties, the overall nonpolar character of the compound can hinder water solubility.
  • Solvents: It is likely to be more soluble in organic solvents, such as ethanol or dichloromethane, rather than in polar solvents like water due to its lipophilic nature.
  • Temperature: Increased temperature often enhances solubility, particularly for organic compounds, potentially making this compound more soluble at elevated temperatures.

In summary, while this compound may exhibit some degree of solubility in specific solvents, its complex structure and predominance of hydrophobic characteristics suggest that aqueous solubility may be limited. As a result, it is essential to conduct experimental solubility tests to confirm theoretical predictions and explore practical applications.

Interesting facts

Interesting Facts about Tert-butyl N-[5-[[1-[(2-amino-1-benzyl-2-oxo-ethyl)carbamoyl]-3-methyl-butyl]amino]-1,4-dibenzyl-2-hydroxy-5-oxo-pentyl]carbamate

This compound exhibits a fascinating structure and unique properties that make it of interest in both pharmaceutical and industrial applications. Here are some captivating facts about this compound:

  • Complex Molecular Architecture: The compound features several functional groups, which contribute to its reactivity and biological activity. The inclusion of carbamate and hydroxy groups enhances its potential as a drug candidate.
  • Potential Therapeutic Uses: Given its structural resemblance to known pharmacologically active compounds, researchers are studying its possible applications in drug development, particularly in the field of cancer therapy.
  • Role of Tert-butyl Group: The presence of the tert-butyl group in the compound is significant. This bulky group often enhances solubility and stability, important parameters in drug formulation.
  • Multi-functionality: The molecule contains multiple benzyl groups and an amino acid moiety, making it versatile. Such structural features can lead to interactions with various biological targets.

In short, the compound’s intricate design presents exciting opportunities for scientific exploration. As one scientist aptly put it, "The complexity of chemical structures often holds the key to unlocking new pharmaceutical discoveries."

Its potential for future applications and deeper study exemplifies the beauty of chemistry and the innovative pathways it can offer.

Synonyms
SCHEMBL17935524
IGS-4394-V
L-685,458 trifluoroacetate salt
AKOS032947365
[(2R,4R,5S)-2-Benzyl-5-(t-Butyloxycarbonylamino)- 4-Hydroxy-6-Phenylhexanoyl]-L-Leucyl-L-Phenylalanine Amide